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Running Calendar near Winchendon 2026-2027

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Explore the top running races near Winchendon for 2026-2027! We've gathered 65 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
September 2026
Sep
5
Sa

Montague Elks Charity Chase

5 km
Sep
6
Su

Swanzey Covered Bridges Half-Marathon

13 mi
Sep
6
Su

Beat the Manure 5K

Road Race Trail Run 3 mi
Sep
7
Mo

Labor Day Francestown 5

5 km 5 mi
Sep
12
Sa

Brattleboro Retreat 5K for Suicide Awareness

5 km
Monthly updates for Winchendon

Get new running races (and updates) in your inbox every month.
Sep
12
Sa

Fitchburg Veterans Council 5K Road Race

3 mi
Sep
13
Su

Pisgah Mountain Trail Races

Trail Run 23 km 50 km
Sep
13
Su

The Inflatable Dash - Orange, MA

Obstacle Run
Sep
19
Sa

Blue Hills Adventure Race

Multisport Blue Hills Adventure Race 38 15 12 mi
Sep
19
Sa

Don Maynard Memorial 5K

5 km
Sep
19
Sa

5K Run for the Rescue

Trail Run 5 km
Sep
19
Sa

Wapack Wilderness Trail Race

Trail Run 18 mi
Sep
19
Sa

Viking 5K - New Ipswich

5 km
Sep
19
Sa

Harvard Lions Fall Fest 5K

5 km
Sep
20
Su

Littleton Road Race

5 km
Sep
20
Su

Muddy Princess Boston

Obstacle Run 5 km
Sep
26
Sa

Run for a Beer - Gardner

5 km
Sep
26
Sa

Lace up for Dementia Awareness

3 mi
Sep
26
Sa

Backyard Ultra - Princeton

Backyard Ultra 4 mi
Sep
27
Su

Clarence DeMar Marathon

13 mi 26 mi
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